657408-07-6 Usage
Uses
Different sources of media describe the Uses of 657408-07-6 differently. You can refer to the following data:
1. SPhos [2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.?
SPhos may be used as a ligand in the following processes:
??Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between Boc-protected aminomethyltrifluoroborate and aryl chlorides or hetaryl chlorides to form the corresponding aminomethylarenes.??Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between 4-methyl-substituted piperidinylzinc reagent and different aryl or heteroaryl iodides to form various substituted piperidines.??Intramolecular Suzuki-Miyaura coupling to form the 18-membered macrocyclic ring during the multi-step synthesis of riccardin C.
Utilized in conjunction with palladium to form a highly active catalyst for C-N bond formation.
Highly universal ligand for Suzuki-Miyaura coupling; aryl chlorides, hindered biaryls, heterobiaryls.
2. S-Phos is a catalyst that is used in the preparation of thiadiazoles as DGAT1 inhibitors with potential in metabolic diseases treatment.
3. suzuki reaction
Reactions
Ligand/palladium catalyst for general Suzuki-Miyaura cross-coupling reactions.
Ligand/palladium catalyst for the Suzuki-Miyaura coupling of aryltrifluoroborates with aryl chlorides.
Ligand/palladium catalyst for the Suzuki-Miyaura reaction of heteroaryl halides and heteroaryl boronic acids and esters.
Ligand/palladium catalyst for the Kumada-Corriu cross-coupling reaction.
Ligand/palladium catalyst for the borylation of aryl halides with pinacol borane.
Suzuki couplings involving amino acids. Synthesis of biaryl derivatives of 4-hydroxyphenyl glycine, tyrosine and tryptophan.
Synthesis of substituted adamantylzinc reagents using Mg-insertion in the presence of zinc chloride.
Highly efficient catalyst for the palladium-catalyzed Suzuki-Miyura reaction of heteroaryl halides and heteroaryl boronic acids
and esters.
Chemical Properties
White solid
General Description
SPhos [2-Dicyclohexylphosphino-2′, 6′-dimethoxybiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.
Check Digit Verification of cas no
The CAS Registry Mumber 657408-07-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,5,7,4,0 and 8 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 657408-07:
(8*6)+(7*5)+(6*7)+(5*4)+(4*0)+(3*8)+(2*0)+(1*7)=176
176 % 10 = 6
So 657408-07-6 is a valid CAS Registry Number.
657408-07-6Relevant articles and documents
Coordination Chemistry of Borane in Solution: Application to a STING Agonist
Lemaire, Sébastien,Zhdanko, Alexander,van der Worp, Boris A.
, (2022/04/09)
Equilibrium constants were determined for ligand exchange reactions of borane complexes with various oxygen, sulfur, nitrogen, and phosphorus nucleophiles in solution, and a binding affinity scale was built spanning a range of 12 orders of magnitude. While the Keq are minimally dependent on the solvent, the rate of ligand exchange varies significantly. The fastest and slowest rates were observed in THF and CDCl3, respectively. Moreover, the ligand exchange rate differs in a very broad range depending on stability of the starting complex. Binding of BH3 was found to be much more sensitive to steric factors than protonation. Comparing nitrogen bases having equal steric properties, a linear correlation of BH3 binding affinity vs. Br?nsted acidity was found. This correlation can be used to quickly estimate the BH3 binding affinity of a substrate if pKa is known. Kinetic studies suggest the ligand exchange to occur as a bimolecular SN2 reaction unless other nucleophilic species were present in the reaction mixture.
ORGANIC COMPOUND AND ELECTROCHROMIC DEVICE USING THE SAME
-
, (2015/09/22)
The present invention provides an organic compound represented by the following general formula [1], the organic compound having high solubility in a polar solvent used in an EC device, high transparency in the bleached state and high stability against repetition of an oxidation-reduction reaction.
Highly chemoselective Mono-Suzuki arylation reactions on all three dichlorobenzene isomers and applications development
Ullah, Ehsan,McNulty, James,Robertson, Al
, p. 2127 - 2131 (2012/06/01)
A Pd catalyst system is described that allows very high chemoselective monoarylation on all three isomers of dichlorobenzene. Direct application of these commodity chemicals to high-value ligands, anilines, azides, and carbazoles was achieved through this process discovery.
